
Northwest Chicago Vacations from ¥285,163
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The Latest Northwest Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Level Chicago Fulton Market
Downtown Chicago
Price was ¥358,742, price is now ¥285,163 per person
¥285,163
per person
Jun 26 - Jun 30
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
The room is really a small apartment. Fulton Market area is quite energetic. Quite nice.
Reviewed on Apr 12, 2026

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
Price was ¥496,508, price is now ¥388,984 per person
¥388,984
per person
May 14 - May 17
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,001 reviews)
This is the best hotel on Michigan Avenue. Access to Nordstrom without leaving the building. Great views, food, very clean and smells amazing!
Reviewed on Apr 11, 2026

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ¥661,897, price is now ¥521,872 per person
¥521,872
per person
Jun 1 - Jun 8
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
8.8/10 Excellent! (2,096 reviews)
It was too cold for the pool!
The property is in a great location, the staff kind and very helpful. The on site restaurant is quite wonderful. I would have to say we had the best meal of our stay of 4 nights in Chicago!the rooms are large and airy and very clran
Reviewed on Apr 7, 2026


Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
Price was ¥597,774, price is now ¥471,794 per person
¥471,794
per person
Jun 1 - Jun 8
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
8.8/10 Excellent! (1,942 reviews)
Pros: Excellent location!! Super close to Shedd and Field. It’s in a quieter part of town — perfect for families with young kids!!
Cons: We had two rooms during our visit. The non-city view room was super dark and dreary and seemed a bit run down. The city view room was much nicer!
On our second night, my kids used the hot tub and there was clearly too much chlorine added. Our eyes watered, it caused us to cough, and the foam literally bleached and caused the fabric on their bathing suits to wrinkle and disintegrate. (They swam on the first night and the water was fine!) The evening staff were completely useless.
Another big inconvenience… Our door dash order didn’t include any plasticware. (We had ordered some pasta dishes.) The front desk staff could not provide us with any. Any?! It seemed incredibly odd that a giant hotel wouldn’t have any forks or spoons, anywhere?? I was advised to “check the breakfast area on the 8th floor” and found all of the cupboards locked. And don’t sell cups of microwaveable oatmeal and mac and cheese if you don’t also offer utensils. Common sense.
Seriously, we’re pretty easy to please while traveling. But the complete lack of motivation by the nighttime staff and the pool water fiasco really made me upset.
Reviewed on Apr 11, 2026
Find the Best Northwest Chicago Vacation Packages
Northwest Chicago Hotel Deals

Eaglewood Resort and Spa
1401 Nordic Rd Itasca IL
Fully refundableReserve now, pay when you stay
The price is ¥17,693 per night from Apr 19 to Apr 20
¥17,693
¥23,139 total
Apr 19 - Apr 20
includes taxes & fees
8.8/10 Excellent! (1,029 reviews)
Awesome
Reviewed on Apr 10, 2026

Hyatt Place Itasca
1150 North Arlington Heights Road Itasca IL
Fully refundableReserve now, pay when you stay
The price is ¥15,449 per night from Apr 26 to Apr 27
¥15,449
¥17,145 total
Apr 26 - Apr 27
includes taxes & fees
8.8/10 Excellent! (1,042 reviews)
Clean and friendly stuff.
Reviewed on Apr 11, 2026

Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥39,658 per night from May 9 to May 10
¥39,658
¥46,556 total
May 9 - May 10
includes taxes & fees
8.4/10 Very Good! (2,274 reviews)
Excellent location. Great bathroom. Comfortable bed.
Reviewed on Apr 12, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Northwest Chicago

Woodfield Mall
4.5/5(610 reviews)
Browse through over 300 stores, restaurants and specialty shops at Schaumburg’s expansive shopping mall, one of the largest in the United States.

LEGOLAND® Discovery Center
4/5(43 reviews)
See iconic Chicago landmarks made from over a million LEGO® pieces, watch a movie and learn how the bricks are made in the LEGO® factory.
Harper College
4/5(4 reviews)
Enjoy the collegiate vibe at Harper College during your stay in Palatine. Amble around this quaint area's lakeside or attend a sporting event.
What to do in Northwest Chicago

Wendella's 90-min Chicago River Architecture Tour
¥6,427
per adult
94% of travellers recommend
Frequently asked questions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


